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Healdsburg Vacation Rentals

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0+ rooms, 2+ guests
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87 rentals in Healdsburg.
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Wine Country Cottage
2 bedrooms
1 bathroom
Sleeps 6
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3 other travellers have booked this property
Spectacular Two-Story Tuscan Villa Estate Home w/ Spa, Decks & Views
4 bedrooms
3 bathrooms
Sleeps 8
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5 other travellers have booked this property
VineHaven / Spa, Gardens, & Spectacular Vineyard Views
3 bedrooms
2 bathrooms
Sleeps 8
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Big Oak Vineyard / Vineyard Views, 3br/2ba, w.Spa and Attached to a Winery!
3 bedrooms
2 bathrooms
Sleeps 8
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West Dry Creek View
3 bedrooms
2 bathrooms
Sleeps 8
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2 other travellers have booked this property
Limerick Lane / Stunning, Quiet, Contemporary, Single-Level, Eco-Friendly
3 bedrooms
2 bathrooms
Sleeps 6
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Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)
5 bedrooms
4 bathrooms
Sleeps 12
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1 other traveller has booked this property
Maison du Soleil / Stunning One-Story 4br/3ba home w.Spa, and Ping Pong Table!
4 bedrooms
3 bathrooms
Sleeps 8
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1 other traveller has booked this property
Kenya's Kastle
3 bedrooms
6 bathrooms
Sleeps 8
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Healdsburg Cypress House
3 bedrooms
3 bathrooms
Sleeps 6
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3 other travellers have booked this property
Beautiful mountain top wine retreat in Healdsburg!
3 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
The Ultimate Wine County View Estate
4 bedrooms
7 bathrooms
Sleeps 8
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4BR/3BA Healdsburg Home with Gardens and Views
0 bedrooms
3 bathrooms
Sleeps 10
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2 other travellers have booked this property
Healdsburg Contemporary Cottage
1 bedroom
1 bathroom
Sleeps 4
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6 other travellers have booked this property
Healdsburg Riverside Cottage / Modern Vintage Cottage, w. Stunning River Views
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
5BR/6BA 3 Cottages on 6 acres on Russian River
5 bedrooms
6 bathrooms
Sleeps 12
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4BR/2.5BA Estate at Pinot Hill in Healdsburg
4 bedrooms
3 bathrooms
Sleeps 10
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1 other traveller has booked this property
Modern View Home - Pool, hot tub, large deck, BBQ - 1 mile to Healdsburg Plaza
5 bedrooms
4 bathrooms
Sleeps 12
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Spectacular View Estate 5min Away
4 bedrooms
5 bathrooms
Sleeps 12
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Modern Retreat - Spectacular View Home Above Dry Creek Valley
5 bedrooms
3 bathrooms
Sleeps 10
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Tanda Tula, Wine Country Sanctuary
5 bedrooms
3 bathrooms
Sleeps 12
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Safe Retreat: Bicyclists, Birders, Wine Lovers, River Revelers Welcome!
3 bedrooms
2 bathrooms
Sleeps 8
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Pet Friendly Wine Country Getaway On The Russian River Just 5 Minutes From Town
3 bedrooms
2 bathrooms
Sleeps 8
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Private 3 Bed + Cottage Wine Country Estate With Pool And More
3 bedrooms
4 bathrooms
Sleeps 8
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Peaceful Estate With Views, Incredible Outdoor Space & Only 4 Minutes to Town
4 bedrooms
4 bathrooms
Sleeps 10
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Enjoy a Slice Of Country--Two miles to Downtown Healdsburg - Pets Welcome
2 bedrooms
1 bathroom
Sleeps 6
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Crossroads Vineyard: In the Heart of Healdsburg Wine Country
4 bedrooms
3 bathrooms
Sleeps 10
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Beautiful Views! Dry Creek Valley Retreat with Deck & Pool, 5 min to Healdsburg
4 bedrooms
3 bathrooms
Sleeps 12
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Healdsburg Bliss House-Sonoma Wine Country Sweeping Panoramic Vineyard Views
3 bedrooms
3 bathrooms
Sleeps 6
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Dry Creek Valley Home and Vineyard
3 bedrooms
4 bathrooms
Sleeps 8
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Buena Vista
3 bedrooms
3 bathrooms
Sleeps 8
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1 other traveller has booked this property
luxuriously appointed new large guest suite in a landmark Victorian
1 bedroom
1 bathroom
Sleeps 2
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Wine country getaway; stay in a winery
2 bedrooms
1 bathroom
Sleeps 4
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Healdsburg Downtown Cottage
2 bedrooms
2 bathrooms
Sleeps 4
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Healdsburg home with pool and views 10 min. to plaza
4 bedrooms
4 bathrooms
Sleeps 8
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Rendezvous Under the Oaks / Vineyard Home w. Pool, Spa, and Basketball Court
3 bedrooms
2 bathrooms
Sleeps 8
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River View - Riverfront Getaway in Healdsburg - Hot tub, Kayaks, River Access
3 bedrooms
2 bathrooms
Sleeps 8
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1 other traveller has booked this property
Stunning Mountain Top Estate with View Over Dry Creek Vineyards
3 bedrooms
5 bathrooms
Sleeps 8
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Serene Riverfront Cottage ­ In Healdsburg, Views, Kayaks, 1.5 Mile to Downtown
2 bedrooms
1 bathroom
Sleeps 6
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2 other travellers have booked this property
Stunning 3BR Overlooking Vineyards w/ Pool, Hot Tub, Fire Pit & Guest Suite
3 bedrooms
3 bathrooms
Sleeps 8
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Hilltop Vista Villa
2 bedrooms
2 bathrooms
Sleeps 4
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The Residence
4 bedrooms
6 bathrooms
Sleeps 8
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A redwood retreat in the heart of Sonoma County wine country.
4 bedrooms
3 bathrooms
Sleeps 10
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Redwood River House- Peaceful Riverfront Cottage minutes from Downtown
2 bedrooms
1 bathroom
Sleeps 6
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River View - Riverfront Getaway in Healdsburg - Hot Tub, Kayaks, River Access
3 bedrooms
2 bathrooms
Sleeps 8
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Stunning Mountain Top Estate with View Over Dry Creek Vineyards
4 bedrooms
5 bathrooms
Sleeps 8
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Luxury Vineyard Estate House and Guest House
5 bedrooms
4 bathrooms
Sleeps 4
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Remodeled, Spotless & Only 3 Blocks from the Plaza!
2 bedrooms
2 bathrooms
Sleeps 4
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Updated cabin, right on Russian River, amazing views & location!
2 bedrooms
3 bathrooms
Sleeps 6
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Breathtaking Dry Creek Estate - Modern, Spacious, Luxury!
4 bedrooms
4 bathrooms
Sleeps 10
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